Evocarpine

Names

[ Name ]:
Evocarpine

[Synonym ]:
4(1H)-Quinolinone, 1-methyl-2-(8-tridecenyl)-, (Z)-
4(1H)-Quinolinone, 1-methyl-2-[(8Z)-8-tridecen-1-yl]-
1-Methyl-2-[(8Z)-8-tridecen-1-yl]-4(1H)-quinolinone
evocarpine

Biological Activity

[Description]:

Evocarpine, a quinolone alkaloid that could be isolated from Evodiae fructus, inhibitss Ca2+ influx through voltage-dependent calcium channels. Antimycobacterial activity[1][2].

[Related Catalog]:

Signaling Pathways >> Apoptosis >> Apoptosis

Research Areas >> Cancer

Research Areas >> Infection

Research Areas >> Inflammation/Immunology

Signaling Pathways >> Anti-infection >> Bacterial

[In Vitro]

Cumulative application of evocarpine (1-100 μM) inhibits the sustained contraction induced by 60 mM K+ in a concentration-dependent manner[1]. Evocarpine is found to induce apoptotic cell death in promyelocytic leukaemia HL‐60 cells in dose- and time-dependent manners[3].

[References]

[1]. J Yamahar, et al. The vasorelaxant effect of evocarpine in isolated aortic strips: mode of action. Eur J Pharmacol. 1988 Oct 11;155(1-2):139-43.

[2]. C Hochfellner, et al. Antagonistic effects of indoloquinazoline alkaloids on antimycobacterial activity of evocarpine. J Appl Microbiol. 2015 Apr;118(4):864-72.

[3]. N Y Kim, et al. Cyclic adenosine monophosphate inhibits quinolone alkaloid evocarpine-induced apoptosis via activation of protein kinase A in human leukaemic HL-60 cells. Pharmacol Toxicol. 2000 Jul;87(1):1-5.

Chemical & Physical Properties

[ Density]:
1.0±0.1 g/cm3

[ Boiling Point ]:
456.2±45.0 °C at 760 mmHg

[ Melting Point ]:
34-38℃

[ Molecular Formula ]:
C₂₃H₃₃NO

[ Molecular Weight ]:
339.514

[ Flash Point ]:
156.1±18.1 °C

[ Exact Mass ]:
339.256226

[ PSA ]:
22.00000

[ LogP ]:
7.70

[ Vapour Pressure ]:
0.0±1.1 mmHg at 25°C

[ Index of Refraction ]:
1.526

[ Storage condition ]:
2-8C

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

Related Compounds

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